5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester
• CAS No.: 208512-79-2
• Molecular Formula: C₁₈H₁₈Cl₂O₅S
• Molecular Weight: 417.31

Synonyms:5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester

Chemical Property of 5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester

There total 1 articles about 5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

(2,5-dichloro-4-iodo-phenylsulfanyl)-acetic acid methyl ester (208512-77-0) + 5-tributylstannanyl-furan-2-carboxylic acid tert-butyl ester → 5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester (208512-79-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 6h; Heating;

DOI:10.1016/S0968-0896(02)00335-8

Reference yield: 100.0%

5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester (208512-79-2) → 5-(4-carboxymethylsulfanyl-2,5-dichloro-phenyl)-furan-2-carboxylic acid tert-butyl ester (415926-84-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.333333h;

DOI:10.1016/S0968-0896(02)00335-8

Reference yield:

5-(2,5-dichloro-4-methoxycarbonylmethylsulfanyl-phenyl)-furan-2-carboxylic acid tert-butyl ester (208512-79-2) → (R)-7-{2-[4-(5-Carboxy-furan-2-yl)-2,5-dichloro-phenylsulfanyl]-acetylamino}-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / aq. NaOH / tetrahydrofuran; methanol / 0.33 h / 20 °C

2: dicyclohexylcarbodiimide / tetrahydrofuran / 1.5 h / 20 °C

3: CF₃CO₂H / CH₂Cl₂ / 5 h / 20 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/S0968-0896(02)00335-8

upstream raw materials:

(2,5-dichloro-4-iodo-phenylsulfanyl)-acetic acid methyl ester

Downstream raw materials:

5-(4-carboxymethylsulfanyl-2,5-dichloro-phenyl)-furan-2-carboxylic acid tert-butyl ester

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